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In: Chemistry

How do the experimental rates for the Diels-Alder reactions of cyclopentadiene and the different dienophiles correlate...

How do the experimental rates for the Diels-Alder reactions of cyclopentadiene and the different dienophiles correlate to the energies of the calculated LUMO? REFER TO TABLE BELOW! Please explain in detail.

Diels-Alder dienophiles:

Label

Log (rate)

E (LUMO) (eV)

Acrylonitrile

0.00

2.85

1,1-dicyanoethene

4.64

1.09

Cis-1,2-dicyanoethylene

1.94

1.16

Trans-1,2-dicyanoethylene

1.89

1.40

Tricyanoethylene

5.66

-0.12

Tetracyanoethylene

7.61

-1.24

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